DE3332064C3 - Unter Sauerstoffausschluß härtende Dichtmasse für Flächen- und Gewindeabdichtung - Google Patents
Unter Sauerstoffausschluß härtende Dichtmasse für Flächen- und GewindeabdichtungInfo
- Publication number
- DE3332064C3 DE3332064C3 DE3332064A DE3332064A DE3332064C3 DE 3332064 C3 DE3332064 C3 DE 3332064C3 DE 3332064 A DE3332064 A DE 3332064A DE 3332064 A DE3332064 A DE 3332064A DE 3332064 C3 DE3332064 C3 DE 3332064C3
- Authority
- DE
- Germany
- Prior art keywords
- sealant
- weight
- sealing compound
- monomers
- sealing
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 238000007789 sealing Methods 0.000 title claims abstract description 27
- 239000000565 sealant Substances 0.000 title claims description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 title claims description 6
- 229910052760 oxygen Inorganic materials 0.000 title claims description 6
- 239000001301 oxygen Substances 0.000 title claims description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 19
- 239000000178 monomer Substances 0.000 claims abstract description 19
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 3
- 239000007788 liquid Substances 0.000 claims abstract 2
- 239000000203 mixture Substances 0.000 claims description 15
- 239000000758 substrate Substances 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 5
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 4
- 239000003999 initiator Substances 0.000 claims description 4
- -1 amine compound Chemical class 0.000 claims description 2
- 150000002736 metal compounds Chemical class 0.000 claims description 2
- 150000002989 phenols Chemical class 0.000 claims description 2
- 239000003381 stabilizer Substances 0.000 claims description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 1
- 239000012190 activator Substances 0.000 claims 1
- 239000012530 fluid Substances 0.000 claims 1
- 229910001385 heavy metal Inorganic materials 0.000 claims 1
- 239000004033 plastic Substances 0.000 description 7
- 229920003023 plastic Polymers 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 6
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 3
- 230000009969 flowable effect Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- DJKKWVGWYCKUFC-UHFFFAOYSA-N 2-butoxyethyl 2-methylprop-2-enoate Chemical compound CCCCOCCOC(=O)C(C)=C DJKKWVGWYCKUFC-UHFFFAOYSA-N 0.000 description 2
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 2
- 229920005789 ACRONAL® acrylic binder Polymers 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 2
- 229910001296 Malleable iron Inorganic materials 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- MQUUQPKBOFIRRS-UHFFFAOYSA-N 1,4,6-trimethylcyclohexa-2,4-dien-1-amine Chemical compound CC1C=C(C)C=CC1(C)N MQUUQPKBOFIRRS-UHFFFAOYSA-N 0.000 description 1
- PTJDGKYFJYEAOK-UHFFFAOYSA-N 2-butoxyethyl prop-2-enoate Chemical compound CCCCOCCOC(=O)C=C PTJDGKYFJYEAOK-UHFFFAOYSA-N 0.000 description 1
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 239000013466 adhesive and sealant Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- SPTHWAJJMLCAQF-UHFFFAOYSA-M ctk4f8481 Chemical compound [O-]O.CC(C)C1=CC=CC=C1C(C)C SPTHWAJJMLCAQF-UHFFFAOYSA-M 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 description 1
- JDEJGVSZUIJWBM-UHFFFAOYSA-N n,n,2-trimethylaniline Chemical compound CN(C)C1=CC=CC=C1C JDEJGVSZUIJWBM-UHFFFAOYSA-N 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
- C09K2003/1034—Materials or components characterised by specific properties
- C09K2003/105—Water-soluble materials
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
- C09K2003/1034—Materials or components characterised by specific properties
- C09K2003/1065—Anaerobically hardenable materials
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2200/00—Chemical nature of materials in mouldable or extrudable form for sealing or packing joints or covers
- C09K2200/06—Macromolecular organic compounds, e.g. prepolymers
- C09K2200/0615—Macromolecular organic compounds, e.g. prepolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C09K2200/0625—Polyacrylic esters or derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Sealing Material Composition (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3332064A DE3332064C3 (de) | 1983-09-06 | 1983-09-06 | Unter Sauerstoffausschluß härtende Dichtmasse für Flächen- und Gewindeabdichtung |
| AT84110214T ATE48011T1 (de) | 1983-09-06 | 1984-08-28 | Unter sauerstoffausschluss haertende dichtmasse fuer flaechen- und gewindeabdichtung. |
| EP84110214A EP0140006B2 (de) | 1983-09-06 | 1984-08-28 | Unter Sauerstoffausschluss härtende Dichtmasse für Flächen- und Gewindeabdichtung |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3332064A DE3332064C3 (de) | 1983-09-06 | 1983-09-06 | Unter Sauerstoffausschluß härtende Dichtmasse für Flächen- und Gewindeabdichtung |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE3332064A1 DE3332064A1 (de) | 1984-02-16 |
| DE3332064C2 DE3332064C2 (enrdf_load_stackoverflow) | 1992-04-30 |
| DE3332064C3 true DE3332064C3 (de) | 1997-07-03 |
Family
ID=6208337
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3332064A Expired - Fee Related DE3332064C3 (de) | 1983-09-06 | 1983-09-06 | Unter Sauerstoffausschluß härtende Dichtmasse für Flächen- und Gewindeabdichtung |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP0140006B2 (enrdf_load_stackoverflow) |
| AT (1) | ATE48011T1 (enrdf_load_stackoverflow) |
| DE (1) | DE3332064C3 (enrdf_load_stackoverflow) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3433045A1 (de) * | 1984-09-08 | 1986-03-20 | Basf Ag, 6700 Ludwigshafen | Lichthaertbare verschlussmasse, insbesondere zum verschliessen des spaltes zwischen den enden von auf formzylinder aufgespannten tiefdruckplatten |
| DE3537099A1 (de) * | 1985-10-18 | 1987-04-23 | Basf Ag | Dichtungsmassen auf basis von copolymerisat-dispersionen mit verbesserter haftung und erhoehtem rueckstellvermoegen |
| DE3544428A1 (de) * | 1985-12-16 | 1987-06-19 | Piestert Gerhard | Unter sauerstoffausschluss haertendes mittel zum verbinden von flaechen |
| NL8802683A (nl) * | 1988-11-02 | 1990-06-01 | Philips Nv | Werkwijze voor het onderling verbinden van twee lichamen met een lijm alsmede een samengesteld lichaam. |
| DE3901874A1 (de) * | 1989-01-23 | 1990-07-26 | Henkel Kgaa | Anaerob-haertende dichtmassen sowie ihre verwendung zur abdichtung von rohrverbindungsstuecken |
| CN111699231B (zh) | 2018-02-09 | 2023-07-28 | 3M创新有限公司 | 底漆引发的结构性粘合剂膜固化 |
| WO2019157262A1 (en) | 2018-02-09 | 2019-08-15 | 3M Innovative Properties Company | Film-initiated cure of structural adhesive film |
| US11673317B2 (en) | 2019-08-07 | 2023-06-13 | 3M Innovative Properties Company | Core-sheath filaments and methods of printing an adhesive |
| WO2021176400A1 (en) | 2020-03-06 | 2021-09-10 | 3M Innovative Properties Company | Adjustable hybrid psa/structural adhesive bonds by patterned surface-initiated cure |
| WO2021176376A1 (en) | 2020-03-06 | 2021-09-10 | 3M Innovative Properties Company | Thermal debonding of primer-initiated curable structural adhesive films |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3234194A (en) * | 1963-06-12 | 1966-02-08 | Du Pont | Methyl methacrylate polymer-in-monomer polymerization in the presence of a peroxymaleate and an amine |
| US3625875A (en) * | 1968-02-29 | 1971-12-07 | Loctite Corp | Anaerobic adhesive and sealant compositions in nonflowable form |
| US3996308A (en) * | 1974-02-19 | 1976-12-07 | Avery Products Corporation | Anaerobic pressure sensitive adhesive composition |
| US3993815A (en) * | 1974-10-07 | 1976-11-23 | Avery Products Corporation | Anaerobic pressure sensitive adhesive stocks |
| DE2607960A1 (de) * | 1976-02-27 | 1977-09-01 | Henkel & Cie Gmbh | Bei sauerstoffausschluss erhaertende klebstoffe und dichtungsmassen |
| AU557449B2 (en) * | 1981-10-21 | 1986-12-24 | Loctite Corporation | Gasket forming process and composition |
-
1983
- 1983-09-06 DE DE3332064A patent/DE3332064C3/de not_active Expired - Fee Related
-
1984
- 1984-08-28 EP EP84110214A patent/EP0140006B2/de not_active Expired - Lifetime
- 1984-08-28 AT AT84110214T patent/ATE48011T1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE3332064C2 (enrdf_load_stackoverflow) | 1992-04-30 |
| EP0140006A2 (de) | 1985-05-08 |
| DE3332064A1 (de) | 1984-02-16 |
| EP0140006B1 (de) | 1989-11-15 |
| ATE48011T1 (de) | 1989-12-15 |
| EP0140006B2 (de) | 1995-07-12 |
| EP0140006A3 (en) | 1986-07-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OAV | Publication of unexamined application with consent of applicant | ||
| OR8 | Request for search as to paragraph 43 lit. 1 sentence 1 patent law | ||
| 8105 | Search report available | ||
| 8110 | Request for examination paragraph 44 | ||
| D2 | Grant after examination | ||
| 8363 | Opposition against the patent | ||
| 8366 | Restricted maintained after opposition proceedings | ||
| 8305 | Restricted maintenance of patent after opposition | ||
| D4 | Patent maintained restricted | ||
| 8339 | Ceased/non-payment of the annual fee |